Vacation rentals in Winona Lakes

Castle in East Stroudsburg

4.99 out of 5 average rating, 375 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

OMG! Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft. storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for

4.97 out of 5 average rating, 103 reviews

Cabin in Monroe County

Pocono cabin and wild trout creek

NEW EARLY CHECK IN 9 AM ! We welcome people from all walks of life to visit us and enjoy this beautiful property and all that the Poconos has to offer. Set back in the woodlands, the cabin overlooks a designated class A wild trout creek that flows through a small ravine of indigenous flora and old growth trees. The cabins’ large deck offers a tree house view of it all! Our guests enjoy this cozy cabin and its’ long list of amenities. Come see what they are raving about. Guide book in the works.

Superhost

An open living space showcases high wooden ceilings and large windows, allowing natural light to fill the area. A cozy seating arrangement is positioned beside an elegant dining table. A modern kitchen with a spacious island is visible, with a glimpse of lush greenery through the glass doors.

Chalet in East Stroudsburg

5 out of 5 average rating, 4 reviews

Cliffside Chalet

Located conveniently in the Pocono’s, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Escape to our newly renovated Chalet that was built on a rock ledge and features a gigantic 22 foot ceiling with a charming loft to relax in. Enjoy being surrounded by lush greenery and nature, just minutes from popular hiking trails, waterfalls, and walking distance to the lake and playground. The bathroom features rare stone imported from Italy and a sink carved out of rock boulders.

Superhost

A spacious great room features tall ceilings with exposed beams, filled with natural light from large windows. Comfortable seating for eight is arranged around a coffee table. The view of the mountain range can be seen through the windows, enhancing the room's open atmosphere.

4.82 out of 5 average rating, 171 reviews

A minimal retreat atop the Pocono mountains.

Tucked away stands a private minimal retreat for those seeking to relax and recharge. Standing high above the tree tops, are 180 degrees of open mountain views from either of the two outdoor decks, or one of many windows that light Alpine. Alpine Cottage offers quick access to Camel Back or Shawnee mountains, hiking or kayaking on the Delaware, ATV, Snowmobile and waterfall tours, zip lining, and antique malls. Visit one of three indoor/outdoor resorts -Camelback, Kalahari or Great Wolf Lodge.

Cabin in East Stroudsburg

A tranquil fire pit area is presented with two wooden Adirondack chairs positioned around a circular stone fire pit. A gravel path leads through a lush green landscape, bordered by a sturdy rock wall and surrounded by greenery.

4.97 out of 5 average rating, 105 reviews

Norway Chalet: Forest Escape

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing A-Frame Chalet is inspired by European design/ architecture and gives you the feel of a Nordic Home in the Poconos. Enjoy 4 large decks where you can hear the birds chirping and watch humming birds, butterflies, deer, and other wildlife in a "jungle like" back yard. Just minutes from the most popular hiking destinations, and water falls. Pets are welcome free of charge (:

Townhouse in East Stroudsburg

A vibrant waterfall cascades over rocky ledges, surrounded by lush green foliage. The water descends into a dark pool at the base, creating ripples and splashes. Sunlight filters through the trees, illuminating the serene scene in this peaceful natural setting.

4.97 out of 5 average rating, 153 reviews

Serene Escape - Jacuzzi, mins from trails/skiing

Step into the comfort of this luxurious, 2 BR 2 Bath house with recently renovated spaces that make it feel like a home away from home. Situated in a serene residential area, the home promises a mountain retreat close to the best skiing, restaurants, stores, hiking, and amenities of the Poconos. Enjoy ski slope and mountain views from the deck. Contemporary design and an abundance of amenities will satisfy all your needs. ✔ 2 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Jacuzzi Tub ✔ Smart TVs

4.93 out of 5 average rating, 123 reviews

A one-level cabin is nestled among trees, showcasing a wrap-around deck and large windows that illuminate the interior. The surrounding area features fallen leaves and natural stones, enhancing the connection to the forest environment.

Cabin in Bushkill

Whimsical Forest Retreat near Bushkill Falls

PLEASE SELECT "SHOW MORE" TO SEE FAQ AT BOTTOM FOR INFO ABOUT PET POLICY, FIREWOOD, AND MORE. Come stay at our forest-fantasy abode in the Poconos, where each bedroom is inspired by the seasons. Enjoy the wrap-around deck, picnic table surrounded by trees, and smoker/grill. We have a washer/dryer, full kitchen, and 2 full baths. We’re located nearby Bushkill Falls (10 min), Shawnee Mountain (15 min), Delaware Water Gap (20 min). The home is in a gated community with many guest amenities.

Cabin in East Stroudsburg

A stone fireplace serves as the focal point of the cozy living area, surrounded by wooden beams and walls. A sheepskin rug is placed in front of the fireplace, while a leather sofa and armchair offer comfortable seating. Natural light filters through the window, enhancing the rustic ambiance.

4.94 out of 5 average rating, 352 reviews

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

4.87 out of 5 average rating, 327 reviews

A spacious living area is illuminated by natural light from skylights and large windows. The space features a comfortable seating area with a sectional sofa, a dining table for six, and hardwood flooring. Greenery is present, adding a touch of nature to the interior.

Cabin in Stroudsburg

El Sol~A Cozy/Trendy Cabin With Stunning Views!

This peaceful, beautiful, SUNNY and cozy cabin is the perfect escape! A winter Ski retreat only 15 minutes to Shawnee Mountain and all the outdoor activities. So much light and a wall of windows looking out into the woods and surrounding mountains. 2 bedrooms, 3 beds 1 and 1/2 bath. Only a short drive from NYC or Philly and within 10 mins from camping, hiking, rafting and fishing in the spring and summer months. El Sol is a magical and perfect homey place for a day off or extended vaca!

5 out of 5 average rating, 273 reviews

Guest suite in Columbia

DWG Country Mountain Oasis-Frog Pond View

Private family apartment built for relaxing comfort and views of nature 2 miles from Mount Tammany, Mount Minsi, and the Appalachian Trail Walk to a private brookside trail and a winery Private deck Includes: Bread, eggs, pancake mix, coffee, tea, milk, bananas, s'mores kit, and more AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable NJ Host" in 2021 Little or no host interaction – your choice Host lives on-site and can provide customized recommendations for food and things to do

Cabin in East Stroudsburg

A rustic fire pit area is illuminated by soft string lights, creating a warm ambiance at night. Five red Adirondack chairs are arranged around a circular stone fire pit, surrounded by greenery and gravel pathways, offering a cozy gathering spot in nature.

4.88 out of 5 average rating, 143 reviews

Scenic Cabin by Bushkill Falls & Shawnee w/Hot Tub

Welcome to our cozy cabin near Bushkill Falls! This cozy retreat offers beautiful wood burning hot tub and fire pit. More so, there are three spacious bedrooms, you and your loved ones can comfortably unwind after a day of exploration. The open concept kitchen, equipped with modern appliances provides a seamless cooking experience. For entertainment enthusiasts the cabin features a projector room. Step outside onto the balconies and be captivated by the picturesque views of the nature.

Townhouse in East Stroudsburg

4.95 out of 5 average rating, 243 reviews

Whitetail House-Hiking, Biking & River adventure

Our house is located just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area offers hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses are just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, and boutiques. Best of all, we are only 75 minutes west of NYC.

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Popular amenities for Winona Lakes vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Winona Lakes

Superhost

A spacious hot tub is situated on the deck, surrounded by softly illuminated string lights. The evening sky is a deep blue, enhancing the tranquil setting. Nearby seating is arranged under a patio umbrella, contributing to a relaxed outdoor atmosphere.

Cabin in Middle Smithfield Township

4.87 out of 5 average rating, 46 reviews

Cheerful 3-bedroom Cabin with Hot Tub & Sauna

EverRating, 5 stars2 months ago

Our group of 12 had an amazing weekend at Alex’s. We felt right at home and were all so impressed with all the amenities like badminton, a football, games, fireplace, kitchen supplies, everything you could need and more! The place was very clean. Gorgeous location, we really enjoyed the hot tub and sauna. Would love to come again!

5 out of 5 average rating, 7 reviews

Home in Bushkill

Lakes/Kayaks/Swimming Pools/Hot Tub+Sauna/Hiking

TimRating, 5 stars4 days ago

it was amazing stay and beautiful home. Barley had any propane for grill and fireplace but thats the only thing that was wrong

An aerial view of a lakeside property is presented, showcasing a two-story house surrounded by greenery. Kayaks are visible near the water's edge, alongside a sandy area with a dock. A spacious deck extends from the house, offering views of the serene lake.

4.75 out of 5 average rating, 87 reviews

Lakefront House in Pocono Bushkill Shawnee with sauna

MelodyRating, 5 stars3 weeks ago

We had a girl's weekend trip with 9 girls and had an absolute blast because of how amazing this place was! Everything matched the description and pictures, and truly exceeded all our expectations of an Airbnb, with very well maintained furniture, rooms, amenities, hot tub, sauna, fire pit, and more! We didn't expect either how private and peaceful the location was to have its own balcony waterfront view and access point, which was a significant added bonus. Everywhere we wanted to go was within reasonable distance as well. Host was also extremely considerate, responsive and helpful to all of our questions. He even allowed us to check out a little later than the original 11 AM time which allowed us to not rush as we packed and cleaned. Out of all my Airbnb experiences so far, this was by far my favorite and would 100% recommend people to stay here if they can! A hidden gem that you won't regret!

5 out of 5 average rating, 57 reviews

Home in Bushkill

4bd Mountain Retreat, Hot Tub, Games, Pool, Arcade

FerRating, 5 stars3 days ago

Alex’s place was all around fantastic! My only criticism is that the pictures give the impression that it had a decent size yard for kids to play ball in and what not, this was unfortunately not the case. Other than that it was exactly as described and Alex was a great and very responsive host and we would love to return someday!

A hot tub emits a calming blue light, surrounded by a snowy landscape. Nearby, an igloo tent is softly illuminated, revealing a fire pit that adds warmth to the outdoor space. The serene atmosphere is enhanced by the natural beauty of the trees in the background.

4.98 out of 5 average rating, 51 reviews

Hot Tub Luxury Pondfront House in Pocono

Charles RobertRating, 5 stars1 week ago

i only went for a night due to work being in the way and i would say i probably had the best sleep i’ve ever got and felt more at home than at my own home.

A six-person hot tub is filled with water, featuring massaging jets and LED lights. Control buttons are visible on the side, providing easy access to temperature and jet settings. The water ripples gently, suggesting a relaxing environment.

4.79 out of 5 average rating, 72 reviews

Poconos getaway w\ Pool, Hot Tub, Bar & Game room

ChristineRating, 5 stars1 week ago

We had a great time The house had everything you needed and more. Rooms were big , great surround sound, pool was great too even though we didn’t use it , We definitely will next time Issac was awesome, very helpful very nice guy thank you Isaac we’ll definitely come back.

4.93 out of 5 average rating, 44 reviews

A spacious living area is highlighted by a warm brick fireplace, which serves as a focal point. Natural light filters through the large windows, illuminating the neutral-toned furnishings. Comfortable seating is arranged for relaxation, complementing the inviting ambiance of the home.

Cabin in Bushkill

R&L Cozy Cabin

RachelRating, 5 stars1 week ago

Aretha is so friendly and her place is very nice. She went out of her way with little touches that made us feel so welcome, like snacks and cold water in the fridge. We had a great stay. Clean, cozy, comfortable. Very close to bushkill falls and about 25 minutes from Delaware Water Gap. We enjoyed our adventures! A heads up for folks who will be in and out often, you have to stop at the entrance gate every time. That line could het kind of long, and was the only thing I’d change about the stay if I could.